3-Pentyn-1-ol

Base Information

• Chemical Name: 3-Pentyn-1-ol
• CAS No.: 10229-10-4
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29052900
• European Community (EC) Number: 233-550-7
• DSSTox Substance ID: DTXSID6065008
• Nikkaji Number: J126.450H
• Wikidata: Q81991912
• Mol file: 10229-10-4.mol

Synonyms:3-Pentyn-1-ol;pent-3-yn-1-ol;10229-10-4;EINECS 233-550-7;AI3-37256;3-pentynol;MFCD00002956;3-Pentyn-1-ol, 97%;DTXSID6065008;AKOS009156820;CS-0143647;FT-0616303;P0816;EN300-66119;D92016;J-000665;Z1033337288

Chemical Property of 3-Pentyn-1-ol

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.04mmHg at 25°C
• Melting Point: -24.1°C (estimate)
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 156.476 °C at 760 mmHg
• PKA: 14.39±0.10(Predicted)
• Flash Point: 54.444 °C
• PSA: 20.23000
• Density: 0.916 g/cm³
• LogP: 0.39210
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 72.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Pentyn-1-ol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC#CCCO
• Uses: 3-Pentyn-1-ol was used in the synthesis of 4,4-bis(1-methyl-1H-indol-3-yl)pentan-1-ol.

Technology Process of 3-Pentyn-1-ol

There total 33 articles about 3-Pentyn-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

tert-butyldimethylsilyl(3-pentynyloxy)silane (104066-69-5) → pent-3-yn-1-ol (10229-10-4)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1002/anie.201916014

Reference yield: 90.0%

5-benzyloxypent-2-yne (98689-60-2) → pent-3-yn-1-ol (10229-10-4)

Guidance literature:

With ammonia; calcium; In diethyl ether; for 2h; Heating;

DOI:10.1021/jo00374a048

Reference yield: 80.0%

oxirane (75-21-8,99932-75-9) + 1-propynyl lithium (4529-04-8) → pent-3-yn-1-ol (10229-10-4)

Guidance literature:

In ammonia; for 24h;

DOI:10.1080/00397919108020817

upstream raw materials:

oxirane

1-propynylmagnesium bromide

sodium propynide

2-chloropent-2-en-5-ol

Downstream raw materials:

pent-3-yn-1-yl 4-methylbenzenesulfonate

pent-3-yn-1-yl 3-nitrobenzenesulfonate

2-acetoxy-2-(phenylthio)-acetic acid ethyl ester

Pent-3-ynyloxy-phenylsulfanyl-acetic acid ethyl ester

Refernces

• 1、 Bhuvaneswari, Sivakolundu,Jeganmohan, Masilamani,Cheng, Chien-Hong. "Platinum-catalyzed multistep reactions of indoles with alkynyl alcohols". . p. 8285 - 8293. Retrieved 2007.
• 2、 Brummond, Kay M.,McCabe, Jamie M.. "Trimethylaluminum (TMA)-catalyzed reaction of alkynyllithiums with ethylene oxide: Increased yields and purity of homopropargylic alcohols". . p. 2457 - 2460. Retrieved 2005.
• 3、 Commeiras, Laurent,Bourdron, Julien,Douillard, Soazig,Barbier, Pascale,Vanthuyne, Nicolas,Peyrot, Vincent,Parrain, Jean-Luc. "Total synthesis of terpenoids isolated from caulerpale algae and their inhibition of tubulin assembly". . p. 166 - 181. Retrieved 2006.
• 4、 Schaub,B.,Schlosser,M.. "-". . p. 556 - 564. Retrieved 1975.
• 5、 Liu, Bingxue,Liu, Qiang,Liu, Xufang. "Migratory Hydrogenation of Terminal Alkynes by Base/Cobalt Relay Catalysis". supporting information. p. 6750 - 6755. Retrieved 2020/03/13.